As of December 2013, American singer-songwriter Bobby Vee is still alive.
Yes, in season 7 Bobby does get shot in the head by the Leviathan, Richard Roman. (Aka Dick Roman) He dies in the hospital. In season 5 his neck is broken by Lucifer in Sam's body, but Cas healed him again.
The cast of Heino - Die Show - 2005 includes: Jay Alexander as Himself - Singer Heino as Himself - Singer Ralf Bendix as Himself - Singer Das Deutsche Fernsehballett as Themselves - Dancers The Golden Gate Quartette as Themselves - Singers Judith Jersey as Herself - Singer Mel Jersey as Himself - Singer Die Kastelruther Spatzen as Themselves - Singers Marc Marshall as Himself - Singer Deborah Sasson as Herself - Singer
Bobby Joliat died in 1953.
Bobby Harper died in 1980.
Bobby Goldsmith died in 1984.
Bobby Buckle died in 1959.
Bobby Hewitson died in 1969.
Bobby Finan died in 1983.
Bobby Shafto died in 1797.
Bobby Clancy died in 2002.
Bobby LaKind died in 1992.